30 School St, Boylston, MA 01505

Steeped in history and charm, The Cobbler Shop—built in 1790—rests in a bucolic setting on School Street, quietly witnessing centuries of change. This classic New England Cape has evolved through thoughtful additions, now offering a warm and meandering first floor with two inviting living rooms, a dining room, a keeping room, an updated kitchen, and a spacious primary suite retreat with full bath. Upstairs, two staircases enhance flow to three additional bedrooms, including one ensuite. Rich with original details—wide pine floors, period trim, and whimsical archival touches—this home tells a story in every corner. The striking red barn provides two floors of storage and inspires dreams of an art studio, gym, or creative retreat. Surrounded by lovingly cultivated landscaping and DCR conservation land, the property evokes a Tower Hill-like experience—peaceful, natural, and timeless. This special antique awaits its next thoughtful steward.